5'-O-DMT-2'-deoxyuridine
Oligonucleotide Synthesis, RNA Raw Materials & Modification
Product summary
Quick view
- Product family
- Oligonucleotide Synthesis, RNA Raw Materials & Modification
- MF
- C30H30N2O7
- MW
- 530.57
- Purity
- >=98% (HPLC)
5'-O-DMT-2'-deoxyuridine is 2'-deoxyuridine carrying a 5'-O-(4,4'-dimethoxytrityl) (DMT) group. CH64104 is identified by CAS 23669-79-6, molecular formula C30H30N2O7, molecular weight 530.57, PubChem CID 90230, and InChIKey BYGKUWPLEGHFKX-ZRRKCSAHSA-N.
It is a 5'-protected precursor for DNA phosphoramidite/oligonucleotide synthesis: the acid-labile 5'-DMT group is removed at the start of each chain-elongation cycle. Because uracil has no exocyclic amine, no base protecting group is required.
Synonyms
5'-O-DMT-2'-deoxyuridine; 5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine; DMT-dU
Identity and specifications
| Catalog No. | CH64104 |
| CAS No. | 23669-79-6 |
| Molecular Formula | C30H30N2O7 |
| Molecular Weight | 530.57 |
| PubChem CID | 90230 |
| InChIKey | BYGKUWPLEGHFKX-ZRRKCSAHSA-N |
| Purity | >=98% (HPLC) |
Storage conditions
2-8 C; tightly closed; protect from light and humidity
Technical attributes
- Nucleobase
- Uracil
- Sugar
- 2'-Deoxyribose
- 5'-O protection
- DMT (dimethoxytrityl)
- Base protection
- Unprotected
- Grade
- N (Normal)
- Packaging
- Custom packaging on request
- Water content
- <=1.0%
- Physical form
- white off-white to faint yellow powder
Application context
- 5'-DMT 5'-OH protection: the acid-labile 4,4'-dimethoxytrityl group protects the 5'-hydroxyl and is removed at the start of each oligonucleotide chain-elongation cycle.
- No base protection needed: uracil has no exocyclic amine, so this building block requires no base protecting group.
- Phosphoramidite precursor context: a 5'-protected 2'-deoxyuridine precursor toward DNA phosphoramidite building blocks.
Related technical resources
Oligonucleotide Modification
Sugar, base, backbone, terminal, and conjugation modifications for ASO, siRNA, guide RNA, aptamer, and research or labeling oligo projects.
Oligonucleotide Synthesis
Support for modified monomers, supports, sulfurizing reagents, cap analogs, and related oligo synthesis inputs.
Public references
- Sustainability Challenges and Opportunities in Oligonucleotide Manufacturing
Journal of Organic Chemistry, 2021
Product-family technical context
- Solid-phase supports for oligonucleotide synthesis
Current Protocols in Nucleic Acid Chemistry, 2013
Product-family technical context
- Deoxynucleoside phosphoramidites—A new class of key intermediates for deoxypolynucleotide synthesis
Tetrahedron Letters, 1981
Product-family technical context
- Synthesis of deoxyoligonucleotides on a polymer support
Journal of the American Chemical Society, 1981
Product-family technical context
- PubChem Compound 90230
PubChem · CID 90230
Frequently Asked Questions
Why does 5'-O-DMT-2'-deoxyuridine have no base protecting group?
Uracil has no reactive exocyclic amine, so unlike A, C, and G it needs no base protection. Only the 5'-hydroxyl is protected with the acid-labile DMT group, which is removed at the start of each oligonucleotide chain-elongation cycle.
How does it differ from 2'-deoxyuridine?
It carries a 5'-O-(4,4'-dimethoxytrityl) group on the 5'-hydroxyl, whereas 2'-deoxyuridine is unprotected. 2'-deoxyuridine is cataloged separately.
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